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Winter Park Homes For Sale & Real Estate - 404 homes

Winter Park homes for sale are located in Orange County, Florida. Find homes in Winter Park for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Park houses.

Location: Winter Park

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  • 2345 MIDDLETON AVENUE, WINTER PARK, FL 32792

    $365,000Listed 05/23/2019 12:28PM   MLS ID: O5786202

    For Sale O5786202 - 2345 MIDDLETON AVENUE, WINTER PARK, FL 32792 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1769
       Built: 1958   Tax: $2,344 (2018)
    Community: Brookshire Heights
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,195 (change assumption)
    Mortgage ($2,000) + Taxes in 2018 ($195)

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    Taxes:$2,344

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle


  • 1450 ALABAMA DRIVE, WINTER PARK, FL 32789

    $2,079,00017 Days on yellowkey   MLS ID: O5780157

    REDUCED by $116,000 (5.3%) on 05/23/2019

    For Sale O5780157 - 1450 ALABAMA DRIVE, WINTER PARK, FL 32789 31 photos

    Bed: 5   Bath: 5.5
    Liv Area Sq Ft: 5729
       Built: 1994   Tax: $14,445 (2018)
    Community: J Kronenberger Sub
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $12,595 (change assumption)
    Mortgage ($11,391) + Taxes in 2018 ($1,204)

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    Taxes:$14,445

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 660 ARJAY WAY, WINTER PARK, FL 32789

    $939,000129 Days on yellowkey   MLS ID: O5756792

    REDUCED by $10,000 (1.1%) on 05/23/2019

    For Sale O5756792 - 660 ARJAY WAY, WINTER PARK, FL 32789 34 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 3226
       Built: 1957   Tax: $7,974 (2018)
    Community: Timberlane Shores
    Pool: No

    Single Family


    Estimated Monthly Payment: $5,810 (change assumption)
    Mortgage ($5,145) + Taxes in 2018 ($665)

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    Taxes:$7,974

    Elementary School: Audubon Park K-8

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle


  • 3305 FISHERMANS COVE, WINTER PARK, FL 32792

    $345,00027 Days on yellowkey   MLS ID: O5778106

    REDUCED by $4,900 (1.4%) on 05/23/2019

    For Sale O5778106 - 3305 FISHERMANS COVE, WINTER PARK, FL 32792 41 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2261
       Built: 1985
    Monthly Fee: $31
       Tax: $2,159 (2018)
    Community: Pelican Bay
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $2,101 (change assumption)
    Mortgage ($1,890) + Fees ($31) + Taxes in 2018 ($180)

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    Taxes:$2,159

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 2114 KAROLINA AVENUE, WINTER PARK, FL 32789

    $257,90069 Days on yellowkey   MLS ID: O5770480

    REDUCED by $2,000 (0.8%) on 05/23/2019

    For Sale O5770480 - 2114 KAROLINA AVENUE, WINTER PARK, FL 32789 15 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1200
       Built: 1952   Tax: $3,234 (2018)
    Community: Orange Terrace
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,683 (change assumption)
    Mortgage ($1,413) + Taxes in 2018 ($270)

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    Taxes:$3,234

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 2427 GALLERY VIEW DRIVE UNIT 205, WINTER PARK, FL 32792

    $182,000Listed 05/22/2019 11:59PM   MLS ID: O5785651

    For Sale O5785651 - 2427 GALLERY VIEW DRIVE UNIT 205, WINTER PARK, FL 32792 29 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1985   Tax: $426 (2018)
    Community: Gallery At Winter Park Sec 03
    Pool: No

    Condo


    Estimated Monthly Payment: $1,033 (change assumption)
    Mortgage ($997) + Taxes in 2018 ($36)

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    Taxes:$426

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 1907 JAPONICA ROAD, WINTER PARK, FL 32792

    $300,000Listed 05/22/2019 11:59PM   MLS ID: O5786030

    For Sale O5786030 - 1907 JAPONICA ROAD, WINTER PARK, FL 32792 32 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1857
       Built: 1971   Tax: $2,126 (2018)
    Community: Winter Woods Unit 04
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,821 (change assumption)
    Mortgage ($1,644) + Taxes in 2018 ($177)

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    Taxes:$2,126

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 1726 CLEMATIS LANE, WINTER PARK, FL 32792

    $215,000Listed 05/22/2019 11:59PM   MLS ID: O5786201

    For Sale O5786201 - 1726 CLEMATIS LANE, WINTER PARK, FL 32792 28 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1425
       Built: 1961   Tax: $2,264 (2018)
    Community: Eastbrook Sub Unit 06 Rep Of Pt Of Blk 14
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $1,367 (change assumption)
    Mortgage ($1,178) + Taxes in 2018 ($189)

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    Taxes:$2,264

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 665 OLOLU DRIVE, WINTER PARK, FL 32789

    $330,000Listed 05/22/2019 11:59PM   MLS ID: S5018336

    For Sale S5018336 - 665 OLOLU DRIVE, WINTER PARK, FL 32789 10 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1254
       Built: 1948   Tax: $2,107 (2018)
    Community: Killarney Circle
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,984 (change assumption)
    Mortgage ($1,808) + Taxes in 2018 ($176)

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    Taxes:$2,107

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 1338 SUFFOLK ROAD, WINTER PARK, FL 32789

    $305,00055 Days on yellowkey   MLS ID: O5773469

    7 Days Off yellowkey (back on 5/23/2019)

    REDUCED by $29,000 (8.7%) on 05/23/2019

    For Sale O5773469 - 1338 SUFFOLK ROAD, WINTER PARK, FL 32789 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1344
       Built: 1953   Tax: $2,458 (2018)
    Community: Orwin Manor Westminster Sec
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $1,876 (change assumption)
    Mortgage ($1,671) + Taxes in 2018 ($205)

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    Taxes:$2,458

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 1365 GROVE TERRACE, WINTER PARK, FL 32789

    $875,000276 Days on yellowkey   MLS ID: O5727905

    1 Days Off yellowkey (back on 2/21/2019)

    REDUCED by $20,000 (2.2%) on 05/23/2019

    For Sale O5727905 - 1365 GROVE TERRACE, WINTER PARK, FL 32789 28 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3159
       Built: 1964   Tax: $11,723 (2018)
    Community: Sylvan Lake Shores
    Pool: No

    Single Family


    Estimated Monthly Payment: $5,771 (change assumption)
    Mortgage ($4,794) + Taxes in 2018 ($977)

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    Taxes:$11,723

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle


  • WINTER PARK, FL 32792

    $285,0008 Days on yellowkey   MLS ID: O5784711

    REDUCED by $20,000 (6.6%) on 05/23/2019

    For Sale O5784711 - WINTER PARK, FL 32792 16 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1398
       Built: 1995   Tax: $3,015 (2018)

    Pool: No

    Single Family


    Estimated Monthly Payment: $1,813 (change assumption)
    Mortgage ($1,562) + Taxes in 2018 ($251)

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    Taxes:$3,015

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle


  • 2918 ANTIQUE OAKS CIRCLE UNIT 29, WINTER PARK, FL 32792

    $129,9001 Day on yellowkey   MLS ID: J904293

    For Sale J904293 - 2918 ANTIQUE OAKS CIRCLE UNIT 29, WINTER PARK, FL 32792 0 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1018
       Built: 1984   Tax: $1,336 (2018)
    Community: Parkview Village
    Pool: No

    Condo


    Estimated Monthly Payment: $823 (change assumption)
    Mortgage ($712) + Taxes in 2018 ($111)

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    Taxes:$1,336

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle


  • 1770 OAKHURST AVENUE, WINTER PARK, FL 32789

    $1,395,0001 Day on yellowkey   MLS ID: O5786203

    For Sale O5786203 - 1770 OAKHURST AVENUE, WINTER PARK, FL 32789 6 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3574
       Built: 2019   Tax: $4,338 (2018)
    Community: Jenkins Second Add
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $8,005 (change assumption)
    Mortgage ($7,644) + Taxes in 2018 ($362)

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    Taxes:$4,338

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 2274 KING JAMES COURT, WINTER PARK, FL 32792

    $319,900116 Days on yellowkey   MLS ID: S5012689

    6 Days Off yellowkey (back on 5/22/2019)

    REDUCED by $10,000 (3.0%) on 04/03/2019

    For Sale S5012689 - 2274 KING JAMES COURT, WINTER PARK, FL 32792 37 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1599
       Built: 1969
    Monthly Fee: $1
       Tax: $2,956 (2018)
    Community: Winter Woods Unit 01
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $2,000 (change assumption)
    Mortgage ($1,753) + Fees ($1) + Taxes in 2018 ($246)

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    Taxes:$2,956

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 5373 CYPRESS RESERVE PLACE, WINTER PARK, FL 32792

    $579,00028 Days on yellowkey   MLS ID: O5779530

    REDUCED by $10,000 (1.7%) on 05/22/2019

    For Sale O5779530 - 5373 CYPRESS RESERVE PLACE, WINTER PARK, FL 32792 50 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2924
       Built: 1996
    Monthly Fee: $110
       Tax: $6,406 (2018)
    Community: Cypress Reserve
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $3,816 (change assumption)
    Mortgage ($3,173) + Fees ($110) + Taxes in 2018 ($534)

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    Taxes:$6,406

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2018

    Middle School: Tuskawilla Middle


  • 1920 LAUREL ROAD, WINTER PARK, FL 32789

    $369,0001 Day on yellowkey   MLS ID: O5785881

    For Sale O5785881 - 1920 LAUREL ROAD, WINTER PARK, FL 32789 12 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1156
       Built: 1948   Tax: $5,005 (2018)
    Community: Charmont
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,439 (change assumption)
    Mortgage ($2,022) + Taxes in 2018 ($417)

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    Taxes:$5,005

    Elementary School: Audubon Park K-8

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Glenridge Middle


  • 1519 HARMON AVENUE, WINTER PARK, FL 32789

    $560,00088 Days on yellowkey   MLS ID: O5765851

    REDUCED by $8,000 (1.4%) on 05/22/2019

    For Sale O5765851 - 1519 HARMON AVENUE, WINTER PARK, FL 32789 26 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2027
       Built: 2005   Tax: $3,315 (2018)
    Community: Lawndale
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,345 (change assumption)
    Mortgage ($3,068) + Taxes in 2018 ($276)

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    Taxes:$3,315

    Elementary School: None

    High School: None

    Tax Year: 2018

    Middle School: None


  • 147 S INTERLACHEN AVENUE UNIT 201, WINTER PARK, FL 32789

    $1,095,000184 Days on yellowkey   MLS ID: O5747832

    REDUCED by $200,000 (15.4%) on 05/22/2019

    For Sale O5747832 - 147 S INTERLACHEN AVENUE UNIT 201, WINTER PARK, FL 32789 14 photos

    Bed: 3   Bath: 4.0
    Liv Area Sq Ft: 3272
       Built: 1990
    Monthly Fee: $2,000
       Tax: $14,565 (2018)
    Community: 147 Interlachen Place
    Pool: Yes

    Condo


    Estimated Monthly Payment: $9,214 (change assumption)
    Mortgage ($6,000) + Fees ($2,000) + Taxes in 2018 ($1,214)

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    Taxes:$14,565

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2018

    Middle School: None


  • 311 E MORSE BOULEVARD UNIT 6-19, WINTER PARK, FL 32789

    $775,0002 Days on yellowkey   MLS ID: O5785900

    For Sale O5785900 - 311 E MORSE BOULEVARD UNIT 6-19, WINTER PARK, FL 32789 23 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 2140
       Built: 1960
    Monthly Fee: $1,226

    Community: Phillips Circle Rep
    Pool: No

    Condo


    Restrictions: Age Restricted


    Estimated Monthly Payment: $5,472
    (change assumption)
    Mortgage ($4,246) + Fees ($1,226) + Taxes in 2018 ($0)

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    Taxes:$0

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2018

    Middle School: Maitland Middle




Why Bother Searching Elsewhere for Winter Park Homes for Sale and Other Real Estate?

Winter Park home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Winter Park. You can use our website to view Multiple Listing Service (MLS) data on Winter Park Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Park listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, South Broward Board of REALTORS®, MIAMI MLS, JTHS MLS, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2019 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.